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Efficient Synthesis of Novel Quinolinone Derivatives via Catalyst-free Multicomponent Reaction

[ Vol. 17 , Issue. 5 ]

Author(s):

Rui Du, Liangliang Han, Zhongqiang Zhou* and Victor Borovkov*   Pages 403 - 407 ( 5 )

Abstract:


The synthesis of 3-(aryl(piperidin-1-yl)methyl)-4-hydroxyquinolin-2(1H)-one derivatives via catalyst-free multicomponent reaction is described. The reaction of 4-hydroxyquinolin-2(1H)-one, piperidine, and 4-chlorobenzaldehyde was carried out in different solvents and under solvent-free conditions at room temperature. The best solvent in terms of the yield and reaction time was found to be dichloromethane. Most substituted benzaldehydes reacted with 4-hydroxyquinolin-2(1H)-one and piperidine to afford corresponding products in good-to-excellent yields. Aldehydes with electronwithdrawing groups were more reactive to exhibit higher reaction rates. However, 2-substituted benzaldehydes did not react with 4-hydroxyquinolin-2(1H)-one and piperidine under the reaction condition. Aldehydes bearing a hydroxyl group failed to produce the corresponding products.

Keywords:

4-hydroxyquinolin-2(1H)-one, aldehyde, piperidine

Affiliation:

College of Chemistry and Materials Science, South-Central University for Nationalities, Wuhan 430074, College of Chemistry and Materials Science, South-Central University for Nationalities, Wuhan 430074, College of Chemistry and Materials Science, South-Central University for Nationalities, Wuhan 430074, College of Chemistry and Materials Science, South-Central University for Nationalities, Wuhan 430074



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